Villa vacation rentals in Montaione

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Top-rated villa rentals in Montaione

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Guest favorite

Villa in Castellina in Chianti

4.93 out of 5 average rating, 166 reviews

The Villino Farmhouse

Entire upper floor of the newly renovated Villa Padronale in traditional Tuscan style. High ceilings with exposed beams make it cozy and perfect for families or groups of friends. In the house there are two functional large fireplaces(in the living room and kitchen). Private accommodation, not shared. The house has a large covered terrace,garden with sofas,bbq,firepit, private parking. The pool among the olive trees and vineyards is ideal for relaxing and has a private access to the shared area

Apr 6 – 13

G$130,027 GYD per night

Guest favorite

Villa in Monsummano Terme

4.98 out of 5 average rating, 106 reviews

Le Maggioline : your panoramic country house

Peaceful setting surrounded by olive groves but still conveniently located for sightseeing The house is a tastefully renovated old Italian home, with modern fixtures, and 4 ensuite bedrooms with panoramic views A large terrace with a veranda for eating out, a barbecue and an outdoor panoramic pool renovated in 2023 Open from April to October Some guest say “Our favorite thing about the home was sitting out at the long table every evening, sipping local wines and enjoying majestic sunsets"

Dec 24 – 31

G$184,005 GYD per night

Guest favorite

Villa in Casalguidi

4.79 out of 5 average rating, 68 reviews

Cosy farmhouse appartment on 18th century estate

In a corner of our 1700 villa, flanked by an oratory dedicated to San Giustino, we have a lovely house made of two bedrooms, a living room and kitchen, that easily welcomes a small family. Surrounded by a beautiful garden with access to the swimming pool, it offers an unforgettable experience away from the classic tourist circuit. The large spaces of the garden offer the tranquility ans security so much sought in covid time. Come and let yourself be captivated by the spirit of the place.

Oct 30 – Nov 6

G$25,764 GYD per night

Guest favorite

Villa in Siena

4.97 out of 5 average rating, 153 reviews

Virgi House

Virgi House is a 160 sqm villa, located 3 km far from Siena’s hystorical center. The villa is distributed over three floors. On the first one there is a double bedroom with bathroom and terrace, a large open space living room, a modern kitchen and a bathroom. Downstairs a double bedroom (or 2 single beds), a large bathroom, a study and a bright living room with a loggia from which you can access the private car park and the garden. The property also provides free wifi, air conditioning.

Nov 12 – 19

G$37,508 GYD per night

Superhost

Villa in Siena

4.88 out of 5 average rating, 257 reviews

Fascinating Villa Senese with View!

Ancient restored barn with up to 6 bedrooms and 6 bathrooms, immersed in a historic wine estate, just 6 km from Siena. Here time passes slowly according to ancient traditions. One of the most beautiful views that the Tuscan panorama can offer, exclusive swimming pool, large triple garden, BBQ, poolside table, terrace to enjoy the sunset over the medieval towers on the horizon while sipping the organic wines of the estate, original and working fireplace, parking free, WI-FI internet.

Apr 29 – May 6

G$160,292 GYD per night

Guest favorite

Villa in Montaione

4.96 out of 5 average rating, 28 reviews

Exclusive villa Lionella with private pool

Villa Lionella is an exclusive residence within 2 hectares of private park with swimming pool and independent entrance and private parking. It consists of a large living room with fireplace, dining room, kitchen with second fireplace, library with sofa bed. Upstairs 5 bedrooms with 3 bathrooms. In the basement billiard room, poker table, fitness area with sauna. Equipped with air conditioning, WiFi, linen and private pool. The villa is for the exclusive use of those who book it only

Apr 26 – May 3

G$93,293 GYD per night

Guest favorite

Villa in Montespertoli

4.93 out of 5 average rating, 145 reviews

Colonica in the Chianti

Beautiful portion of farmhouse immersed in Chianti with beautiful swimming pool, surrounded by vineyards and olive trees, perfectly furnished with a large garden and parking spaces. It is located 20 minutes from Florence, 40 from Siena and 50 from Pisa, in a few minutes you can reach Certaldo (birthplace of Boccaccio) and Vinci (birthplace of Leonardo Da Vinci). the house is halfway between Montespertoli and San Casciano (7km).

Mar 19 – 26

G$46,914 GYD per night

Guest favorite

Villa in Capannori

4.91 out of 5 average rating, 173 reviews

La Dimora Dei Conti: Indulge in Country Farmhous

Only a Four minute drive away or 20 mins walk from the city and the Lucca train station stands La Dimora Dei Conti a superb luxury apartment located in a farmhouse villa that dates back to the 15th century and now completely and painstakingly renovated to transport you to the an era of modern beauty and traditional Tuscan feeling. As soon as you enter the foyer you will feel the special atmosphere that permeates the villa.

Dec 13 – 20

G$29,080 GYD per night

Guest favorite

Villa in Cavriglia, Arezzo

4.99 out of 5 average rating, 110 reviews

Villa Poggio a Mandria in Chianti

Villa Poggio a Mandria is the gateway to the Chianti; it is a good base to reach the most beautiful art cities of Tuscany (Arezzo, Florence, Siena, San Gimignano, Volterra) in about one hour time. On the surrounding hills there are medieval villages, which offer visitors a charming atmosphere of the past and the opportunity to take walks in an unspoiled countryside.

Oct 12 – 19

G$136,122 GYD per night

Guest favorite

Villa in Gambassi Terme

4.88 out of 5 average rating, 130 reviews

Il Leccio - Tuscany home near San Gimignano

Tuscan farmhouse with beamed ceilings and large living area with fireplace. 3 bedrooms, 2 bathrooms and an outdoor area for lunches and dinners in the company. Hilly and windy landscape with panoramic views of the Tuscan countryside. 12 km from San Gimignano, 30 from Volterra, 30 from Siena and 2 km from the medieval village of Certaldo Alto.

Jan 13 – 20

G$50,904 GYD per night

Guest favorite

Villa in Bagno a Ripoli

4.97 out of 5 average rating, 102 reviews

Quite old farmhouse on the hills of Florence

Two levels 800th rustic country house, on the hills surrounding the town with original forniture and a stunning view of the facing valley, a beautiful patio and large garden. 25 min driving from center, well placed for Chianti area, Siena, San Gimignano. 1hr driving to Pisa, Lucca, Volterra, Arezzo, Cortona and much more!

Aug 18 – 25

G$67,967 GYD per night

Guest favorite

Villa in Tignano

4.95 out of 5 average rating, 147 reviews

The best stay in Tuscany Spring

In the Chianti's heart, independent comfortable villa on top of a sunny hill surrounded by an astonish 360° view on the Tuscan Countryside btw Siena and Florence. 2800sqm fenced private garden with pool, wi-fi indoor & outdoor, sat TV, barbecue and wood pizza oven!

Oct 22 – 29

G$114,879 GYD per night